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Entry
CA00757                                                            

Classification
Carotenoid Name
Bastaxanthin D
IUPAC name Sodium (3R,1'R,3'R,5'R)-19,3',17'-trihydroxy-6'-oxo-7,8-didehydro-beta,kappa-caroten-3-yl sulphate
Formula
C40H54O8S.Na
Molecular Weight 
717.892 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9 including one ketone (9 in total)
Number of
conjugated multiple bonds 
11 including one ketone (11 in total)
Isomers 
  • Constitutional isomer: CA00522, CA00537
  • InChI
    InChI=1S/C40H54O8S.Na/c1-29(15-11-16-31(3)19-22-37(44)40(8)25-34(43)24-39(40,7)28-42)13-9-10-14-30(2)17-12-18-33(27-41)20-21-36-32(4)23-35(26-38(36,5)6)48-49(45,46)47;/h9-19,22,34-35,41-43H,23-28H2,1-8H3,(H,45,46,47);/q;+1/p-1/b10-9+,15-11+,17-12+,22-19+,29-13+,30-14+,31-16+,33-18-;/t34-,35+,39-,40-;/m0./s1
    InChIKey
    IYMULHFAWVNDEQ-KDJCBOBESA-M
    Canonical SMILES
    OC/C(=C\C=C\C(=C\C=C\C=C(\C=C\C=C(\C=C\C(=O)[C@]1(C)C[C@H](C[C@@]1(C)CO)O)/C)/C)\C)/C#CC1=C(C)C[C@H](CC1(C)C)OS(=O)(=O)[O-].[Na]
    XLogP
    5.337
    Hydrogen Bond donors
    (Lipinski's definition)
    3
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    8
    LipinskiFailures
    2
    Complexity of molecule
    0.294
    Number of heavy atoms
    49
    TPSA
    (Topological Polar Surface Area) 
    152.570 Å2
    Source organisms
    Ianthella basta (Ref.260) - Sea sponge
    References
  • Ref.260 : Hertzberg, Sissel; Johansen, Jon E.; Ramdahl, Thomas; Borch, Gunner; Liaaen-Jensen, Synnoeve, Biochemical Systematics and Ecology (1983), 11(3), 267-75. "Carotenoid sulfates. Part 3. Minor carotenoid sulfates from Ianthella basta".
  • CAS
    80802-73-9
    Links to other DB
    LipidBank: VCA1151

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